102 Questions to Ask on a First Date

First dates are easily the perfect time to make a great impression, but how do you keep the ball rolling with someone you just met?

If you want to get to know someone, anyone better, here are the questions to ask! Not all may apply, but they are really good conversation starters!

Ask your date about himself/herself.

Who is your best friend?

Who knows you the best?

Have you ever had a nickname? What is it?

How would your friends describe you?

Are you an introvert or an extrovert?

Which of the five senses would you say is your strongest?

What makes you laugh?

What really makes you angry?

What is your biggest fear?

What are your hobbies?

What was the last movie you went to?

What’s the most daring thing you’ve ever done?

What was the last thing you recorded on TV?

What was the last book you read?

What is the best gift you have been given?

What is the worst gift you have received?

What’s the longest you’ve gone without sleep (and why)?

What would you sing at Karaoke night?

What’s the tallest building you’ve been to the top in?

What do you do to keep fit?

Are you a morning or night person?

How long does it take you to get ready in the morning?

Are you a clean or messy person?

Aside from necessities, what one thing could you not go a day without?

How old were you when you learned Santa wasn’t real? How did you find out?

What’s the craziest thing you’ve done in the name of love?

What’s the most unusual thing you’ve ever eaten?

Who was your first crush?

What was your first job?

Who do you look up to?

What did you want to be when you were litte?

What does your child want to be when he/she grows up?

Who is the most intelligent person you know?

Where do you see yourself in five years? in 10 years?

What form of public transportation do you prefer? (air, boat, train, bus, car, etc.)

What kitchen appliance do you use every day?

How many languages do you speak?

How often do you buy clothes?

How many pairs of shoes do you own?

How many pillows do you sleep with?

Have you ever had a secret admirer?

What song would you say best sums you up?

What is one thing you will never do again?

Is there anything you wished would come back into fashion?

Have you ever had a surprise party? (that was an actual surprise)

Are you related or distantly related to anyone famous?

What’s the most interesting thing you can see out of your office or kitchen window?

On a scale of 1-10, how funny would you say you are?

Ask him/her about his/her favourites.

Where is your favourite place to visit?

What is your favourite thing about your job?

If you could have any job in the world, what would it be?

What is your favourite book to read?

What is your favourite game or sport to watch and play?

Who is your favourite author?

What’s your favourite zoo animal?

What’s your favourite holiday?

What’s your favourite type of foreign food?

What’s your favourite fast food chain?

What’s your favourite family recipe?

What’s your favorite family tradition?

What is your favourite childhood memory?

What’s your favourite movie?

What was your favourite subject in school?

Who was your favourite teacher in school and why?

What radio station do you listen to the most?

Ask him/her about his/her likes and dislikes.

Do you like or dislike surprises? Why or why not?

Do you like or dislike surprises? Why or why not?

Do you love or hate roller coasters?

Do you collect anything?

List two pet peeves.

Ask him/her about his/her family.

Do you get along with your parents?

What is your proudest accomplishment?

What is your child’s proudest accomplishment?

So you have any siblings? Do you still talk to them?

Does your family have a “motto” spoken or unspoken?

Play a game of “Would You Rather”.

Would you rather ride a bike, ride a horse, or drive a car?

Which would you rather do: laundry, mow the lawn or paint?

In the evening, would you rather play a game, visit a relative, watch a movie, or read?

Would you rather holiday in the snow or the desert?

Would you rather win the lottery or work at the perfect job? And why?

Would you rather trade intelligence for looks or looks for intelligence?

Ask him/her questions that will somehow reveal his/her personality.

If you could live anywhere in the world, where would it be?  

If you could choose to do anything for a day, what would it be?

What would you change about yourself if you could?

If you could hire someone to help you, would it be with cleaning, cooking, or yard work?

If you could only eat one meal for the rest of your life, what would it be?

Who would you want to be stranded with on a deserted island?

If money was no object, what would you do all day?

If you could go back in time, what year would you travel to?

If you were a super-hero, what powers would you have?

What would you do if you won the lottery?

If you could go back in time to change one thing, what would it be?

If you could share a meal with any 4 individuals, living or dead, who would they be?

Who would you want to play you in a movie of your life? 

Is your glass half full or half empty?

What three items would you take with you on a deserted island?

What three things do you think of the most each day?

If you were the ruler of your own country, what would be the first law you would introduce?

If you had a warning label, what would yours say?

What celebrity would you like to meet at Gloria Jeans for a cup of coffee?

If you could join any past or current music group which would you want to join?

If you had to describe yourself as an animal, which one would it be?

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These are just some of the questions you would want to ask on your first date that (if there’s a spark) would lead you to another and probably more. Good luck!

How did your first date go?

I hope you found these conversation starters helpful!